HUP0203463A2 - Bis(1-aziridino-1-hydroxyiminomethyl)-derivatives, method for the production thereof and use thereof as anti-tumoral agents - Google Patents
Bis(1-aziridino-1-hydroxyiminomethyl)-derivatives, method for the production thereof and use thereof as anti-tumoral agentsInfo
- Publication number
- HUP0203463A2 HUP0203463A2 HU0203463A HUP0203463A HUP0203463A2 HU P0203463 A2 HUP0203463 A2 HU P0203463A2 HU 0203463 A HU0203463 A HU 0203463A HU P0203463 A HUP0203463 A HU P0203463A HU P0203463 A2 HUP0203463 A2 HU P0203463A2
- Authority
- HU
- Hungary
- Prior art keywords
- aziridino
- production
- derivatives
- compounds
- hydroxyiminomethyl
- Prior art date
Links
- 230000000259 anti-tumor effect Effects 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 -CH2H5 Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
- C07D203/12—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
A jelen találmány tárgyát képezik azok az (I) általános képletű 1-aziridino-l-hidroxi-imino-metil-származékok, ahol a képletben Rjelentése tetszés szerinti szerves gyök, amely elhelyezkedéséttekintve a két aziridinoxim csoporthoz kovalens módon kapcsolódik, R1és R2 csoportok jelentése egymástól függetlenül hidrogénatom vagy a -CH3, -CH2H5, -CN, -COOH, -COOCH3, -COOC2H5, -CONH2 vagy -C6H5csoportok valamelyike, és n értéke 2. A találmány tárgyát képeziktovábbá magukat a vegyületeket, továbbá a vegyületeket tartalmazógyógyszerkészítmények előállítására szolgáló eljárások. Az (I)általános képletű vegyületek tumorellenes hatásúak. ÓThe subject of the present invention are those 1-aziridino-l-hydroxyimino-methyl derivatives of the general formula (I), where R in the formula is any organic radical, which is covalently linked to the two aziridinoxime groups depending on their position, R1 and R2 have the meanings of each other is independently a hydrogen atom or one of the groups -CH3, -CH2H5, -CN, -COOH, -COOCH3, -COOC2H5, -CONH2 or -C6H5, and the value of n is 2. The subject of the invention is further the compounds themselves, as well as methods for the production of pharmaceutical preparations containing the compounds. The compounds of general formula (I) have an antitumor effect. HE
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19947440A DE19947440A1 (en) | 1999-09-24 | 1999-09-24 | 1-Aziridino-1-hydroxyiminomethyl derivatives, process for their preparation and medicaments containing these compounds |
PCT/DE2000/003441 WO2001021585A2 (en) | 1999-09-24 | 2000-09-22 | Bis(1-aziridino-1-hydroxyiminomethyl)-derivatives, method for the production thereof and use thereof as anti-tumoral agents |
Publications (2)
Publication Number | Publication Date |
---|---|
HUP0203463A2 true HUP0203463A2 (en) | 2003-02-28 |
HUP0203463A3 HUP0203463A3 (en) | 2003-11-28 |
Family
ID=7924241
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0203463A HUP0203463A3 (en) | 1999-09-24 | 2000-09-22 | Bis(1-aziridino-1-hydroxyiminomethyl)-derivatives, method for the production thereof and use thereof as anti-tumoral agents |
Country Status (12)
Country | Link |
---|---|
US (1) | US7078418B1 (en) |
EP (1) | EP1220838B1 (en) |
JP (1) | JP4860865B2 (en) |
AT (1) | ATE486847T1 (en) |
AU (1) | AU1991801A (en) |
CZ (1) | CZ303316B6 (en) |
DE (3) | DE19947440A1 (en) |
ES (1) | ES2355058T3 (en) |
HU (1) | HUP0203463A3 (en) |
PL (1) | PL204282B1 (en) |
RU (1) | RU2264397C2 (en) |
WO (1) | WO2001021585A2 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104628619A (en) * | 2015-02-02 | 2015-05-20 | 东力(南通)化工有限公司 | Method for preparing cell growth inhibitor anticancer drug leacadin and relative derivatives |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4617398A (en) * | 1982-04-12 | 1986-10-14 | The Research Foundation Of State University Of New York | Phosphoaziridine compounds useful for treatment of tumors |
NL8301626A (en) * | 1983-05-06 | 1984-12-03 | Rijksuniversiteit | AZIRIDINE DERIVATIVE OF A TETRAMIC CYCLOCHLOROPHOSPHOSPHENE COMPOUND, PROCESS FOR THE PREPARATION THEREOF, AND A AZIRIDINE DERIVATIVE DERIVED BY SUBSTITUTION OF THE CHLOROUS ATOMS OF THE TETRAMERIC CHLOROPHOSPHAZENE. |
US4806531A (en) * | 1986-02-20 | 1989-02-21 | Yale University | 2,3-bis(aziridinyl)-1,4-naphthoquinone sulfonate derivatives having antineoplastic activity |
US5612329A (en) * | 1995-06-05 | 1997-03-18 | University Of Maryland At Baltimore | Diaziridinylpolyamine anti-cancer agents |
-
1999
- 1999-09-24 DE DE19947440A patent/DE19947440A1/en not_active Withdrawn
-
2000
- 2000-09-22 HU HU0203463A patent/HUP0203463A3/en unknown
- 2000-09-22 WO PCT/DE2000/003441 patent/WO2001021585A2/en active Application Filing
- 2000-09-22 PL PL353863A patent/PL204282B1/en not_active IP Right Cessation
- 2000-09-22 RU RU2002110105/04A patent/RU2264397C2/en not_active IP Right Cessation
- 2000-09-22 JP JP2001524965A patent/JP4860865B2/en not_active Expired - Fee Related
- 2000-09-22 DE DE50016022T patent/DE50016022D1/en not_active Expired - Lifetime
- 2000-09-22 ES ES00982943T patent/ES2355058T3/en not_active Expired - Lifetime
- 2000-09-22 CZ CZ20021351A patent/CZ303316B6/en not_active IP Right Cessation
- 2000-09-22 EP EP00982943A patent/EP1220838B1/en not_active Expired - Lifetime
- 2000-09-22 AU AU19918/01A patent/AU1991801A/en not_active Abandoned
- 2000-09-22 US US10/089,039 patent/US7078418B1/en not_active Expired - Fee Related
- 2000-09-22 DE DE10082858T patent/DE10082858D2/en not_active Expired - Lifetime
- 2000-09-22 AT AT00982943T patent/ATE486847T1/en active
Also Published As
Publication number | Publication date |
---|---|
ATE486847T1 (en) | 2010-11-15 |
US7078418B1 (en) | 2006-07-18 |
EP1220838B1 (en) | 2010-11-03 |
DE10082858D2 (en) | 2002-02-28 |
JP4860865B2 (en) | 2012-01-25 |
CZ20021351A3 (en) | 2002-07-17 |
WO2001021585A3 (en) | 2001-10-11 |
PL353863A1 (en) | 2003-12-01 |
PL204282B1 (en) | 2009-12-31 |
HUP0203463A3 (en) | 2003-11-28 |
DE19947440A1 (en) | 2001-04-05 |
CZ303316B6 (en) | 2012-08-01 |
JP2003509489A (en) | 2003-03-11 |
WO2001021585A2 (en) | 2001-03-29 |
ES2355058T3 (en) | 2011-03-22 |
DE50016022D1 (en) | 2010-12-16 |
RU2264397C2 (en) | 2005-11-20 |
AU1991801A (en) | 2001-04-24 |
EP1220838A2 (en) | 2002-07-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FA9A | Lapse of provisional patent protection due to relinquishment or protection considered relinquished |